Polycyclic compound and organic light-emitting device including the same

ABSTRACT

A polycyclic compound and an organic light-emitting device including the same are provided. The polycyclic compound is represented by Formula  1 :

CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority under 35 U.S.C. § 119 to Korean PatentApplication No. 10-2017-0024250, filed on Feb. 23, 2017, the KoreanIntellectual Property Office, the disclosure of which is incorporated byreference herein in its entirety.

1. Technical Field

Exemplary embodiments of the present invention relate to a polycycliccompound, and more particularly to an organic light-emitting deviceincluding the same.

2. Discussion of Related Art

Organic light-emitting devices may be self-emission devices that haverelatively wide viewing angles, relatively high contrast ratios,relatively short response times, relatively high brightness andrelatively fast response speeds.

An example of such organic light-emitting devices may include a firstelectrode disposed on a substrate, and a hole transport region, anemission layer, an electron transport region, and a second electrode,which are sequentially disposed on the first electrode. Holes providedfrom the first electrode may move toward the emission layer through thehole transport region, and electrons provided from the second electrodemay move toward the emission layer through the electron transportregion. Carriers, such as holes and electrons, may recombine in theemission layer to produce excitons. These excitons may fall from anexcited state to a ground state, thus generating light.

SUMMARY

One or more exemplary embodiments of the present invention include apolycyclic compound and an organic light-emitting device including thesame.

According to one or more exemplary embodiments of the present invention,a polycyclic compound is represented by Formula 1:

In Formulae 1 to 4,

X₁ may be O or S,

Y₁₁, Y₂₁, and Y₂₂ may each independently be selected from a single bond,C(R₃₁)(R₃₂), Si(R₃₁)(R₃₂), O, S, and N(R₃₁), and Y₂₁ and Y₂₂ are not asingle bond at the same time,

A₁₁, A₁₂, A₂₁, and A₂₂ may be each independently a C₃-C₆₀ group or aC₁-C₆₀ heterocyclic group,

L₁, L₁₁, and L₂₁ may each independently be a substituted orunsubstituted C₃-C₆₀ carbocyclic group or a substituted or unsubstitutedC₁-C₆₀ heterocyclic group,

a1, a11, and a21 may each independently be an integer from 0 to 3, and,when a1 is two or more, two or more L₁(s) may be identical to ordifferent from each other, when a11 is two or more, too or more L₁₁(s)may be identical to or different from each other, and when a21 is two ormore, two or more L₂₁(s) may be identical to or different from eachother,

Ar₁ may be selected from —F, —Cl, —Br, —I, a cyano group, a substitutedor unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstitutedC₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynylgroup, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substitutedor unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₆-C₆₀aryl group, —N(Q₁₀₁)(Q₁₀₂), and —S(Q₁₀₁),

R₁ to R₁₂, R₂₁, R₂₂, R₃₁, and R₃₂ may each independently be selectedfrom a group represented by one of Formulae 2 to 4, hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituteddivalent non-aromatic condensed polycyclic group, a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —S(═O)₂(Q₁), and—P(═O)(Q₁)(Q₂),

provided that each of R₁₁ to R₁₂, R₂₁, R₂₂, R₃₁, and R₃₂ is not a grouprepresented by one of Formulae 2 to 4,

at least one of R₁ to R₅ may be a group represented by Formula 2 orFormula 3,

at least one of R₆ to R₁₀ may be a group represented by Formula 4,

b11, b12, b21, and b22 may each independently be an integer selectedfrom 1 to 15, and, when b11 is two or more, two or more R₁₁(s) may beidentical to or different from each other, when b12 is two or more, twoor more R₁₂(s) may be identical to or different from each other, whenb21 is two or more, two or more R₂₁(s) may be identical to or differentfrom each other, and when b22 is two or more, two or more R₂₂(s) may beidentical to or different from each other,

at least one substituent of the substituted C₃-C₆₀ carbocyclic group,the substituted C₁-C₆₀ heterocyclic group, the substituted C₁-C₆₀ alkylgroup, the substituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀alkynyl group, the substituted C₁-C₆₀ alkoxy group, the substitutedC₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀ heterocycloalkyl group,the substituted C₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀hetrocycloalkenyl group, the substituted C₆-C₆₀ aryl group, thesubstituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀ arylthio group,the substituted C₁-C₆₀ heteroaryl group, the substituted monovalentnon-aromatic condensed polycystic group, and the substituted monovalentnon-aromatic condensed heteropolycyclic group may be selected from:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazino group, a hydrazonogroup, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed poly cyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

C₃-C₁₀ cycloalkyl group, a C₁-C₂₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ group, a C₆-C₆₀ aryloxy group,a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, a biphenyl group, a terphenyl group,—Si(Q₂₁)(Q₂₂)(Q₂₃), —N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁),—S(═O)₂(Q₂₁), and —P(═O)(Q₂₁)(Q₂₂); and

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

Q₁₀₁, Q₁₀₂, Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may eachindependently be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensedpolycyclic group, a monovalent non-aromatic condensed heteropolycyclicgroup, a biphenyl group, and a terphenyl group, and

* indicates a binding site to a neighboring atom.

According to one or more exemplary embodiments of the present invention,an organic light-emitting device includes a first electrode; a secondelectrode facing the first electrode; and an organic layer between thefirst electrode and the second electrode, the organic layer including anemission layer and at least one of the polycyclic compound representedby Formula 1.

BRIEF DESCRIPTION OF THE DRAWINGS

The above and other features of the present invention will become moreapparent by describing in detail exemplary embodiments thereof withreference to the accompanying drawings, in which:

FIG. 1 is a schematic view of an organic light-emitting device accordingto an exemplary embodiment of the present invention;

FIG. 2 is a graph showing light emission characteristics of organiclight-emitting devices including TADF emitters, according to Example 1and Comparative Examples 1 and 2; and

FIG. 3 a graph showing external quantum efficiency (EQE) and emissioncolor with respect to a driving current density in organiclight-emitting devices including TADF emitters, according to Example 1and Comparative Example 1 and 2.

DETAILED DESCRIPTION

Exemplary embodiments of the present invention will be described belowin more detail with reference to the accompanying drawings. In thisregard, the exemplary embodiments may have different forms and shouldnot be construed as being limited to the exemplary embodiments of thepresent invention described herein.

It is to be understood that values described as substantially equal toeach other may be equal to each other to within a measurement error, orif measurably unequal, are close enough in value to be functionallyequal to each other as would be understood by a person having ordinaryskill in the art.

A polycyclic compound according to an exemplary embodiment of thepresent invention may be represented by Formula 1:

In Formula 1,

X₁ may be O or S.

For example, X₁ may be O.

In Formulae 2 and 3, Y₁₁, Y₂₁, and Y₂₂ may each independently beselected from a single bond, C(R₃₁)(R₃₂), Si(R₃₁)(R₃₂), O, S, andN(R₃₁), and a case where both Y₂₁ and Y₂₂ are a single bond at the sametime is excluded.

In an exemplary embodiment of the present invention, Y₁₁ may be selectedfrom a single bond, C(R₃₁)(R₃₂), O, and S, and at least one of Y₂₁ orY₂₂ may be N(R₃₁).

A₁₁, A₁₂, A₂₁, and A₂₂ in Formulae 2 and 3 may each independently be aC₃-C₆₀ carbocyclic group or a C₁-C₆₀ heterocyclic group.

In an exemplary embodiment of the present invention, A₁₁, A₁₂, A₂₁, andA₂₂ may be selected from:

a phenyl group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a spiro-fluorene-benzofluorene group, abenzofluorene group, a dibenzofluorene group, a phenanthrene group, ananthracene group, a triphenylene group, a pyrenylene group, achrysenylene group, a pyrrole group, a thiophene group, a furan group,an imidazole group, a pyrazole group, a thiazole group, an isothiazolegroup, an oxazole group, an isoxazole group, a pyridine group, apyrazinine group, a pyrimidine group, a pyridazinine group, aquinolinine group, an isoquinolinine group, a benzoquinolinine group, aquinoxalinine group, a quinazolinine group, an indole group, a carbazolegroup, a benzimidazole group, a benzofuran group, a benzothiophenegroup, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, an oxadiazole group, a triazine group, adibenzofuran group, a benzonaphthofuran group, a dibenzothiophene group,a dibenzosilole group, a benzocarbazole group, an indolocarbazole group,a dibenzocarbazole group, an imidazopyridine group, and animidazopyrimidine group; and

a phenyl group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a spiro-fluorene-benzofluorene group, abenzofluorene group, a dibenzofluorene group, a phenanthrene group, ananthracene group, a triphenylene group, a pyrenylene group, achrysenylene group, a pyrrole group, a thiophene group, a furan group,an imidazole group, a pyrazole group, a thiazole group, an isothiazolegroup, an oxazole group, an isoxazole group, a pyridine group, apyrazinine group, a pyrimidine group, a pyridazinine group, aquinolinine group, an isoquinolinine group, a benzoquinolinine group, aquinoxalinine group, a quinazolinine group, an indole group, a carbazolegroup, a benzimidazole group, a benzofuran group, a benzothiophenegroup, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, an oxadiazole group, a triazine group, adibenzofuran group, a benzonaphthofuran group, a dibenzothiophene group,a dibenzosilole group, a benzocarbazole group, an indolocarbazole group,a dibenzocarbazole group, an imidazopyridine group, and animidazopyrimidine group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, an indolyl group, a carbazolyl group, abenzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, abenzonaphthofuranyl group, a dibenzothiophenyl group, a dibenzosilolylgroup, a benzocarbazolyl group, an indolocarbazolyl group, adibenzocarbazolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂).

For example, A₁₁, A₁₂, A₂₁, and A₂₂ may be selected from: a phenyl groupand a carbazole group; and a phenyl group substituted with at least onecarbazolyl group.

L₁, L₁₁, and L₂₁ in Formulae 2 to 4 may each independently be asubstituted or unsubstituted C₃-C₆₀ carbocyclic group or a substitutedor unsubstituted C₁-C₆₀ heterocyclic group.

In an exemplary embodiment of the present invention, L₁, L₁₁, and L₂₁may each independently be selected from:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a spiro-fluorene-benzofluorenylene group, abenzofluorenylene group, a dibenzofluorenylene group, a phenalenylenegroup, a phenanthrenylene group, an anthracenylene group, afluoranthenylene group, a triphenylenylene group, a pyrenylene group, achrysenylene group, a naphthacenylene group, a picanylene group, aperylenylene group, a pentaphenylene group, a hexacenylene group, apentacenylene group, a rubicenylene group, a coronenylene group, anovalenylene group, a pyrrolylene group, a thiophenylene group, afuranylene group, an imidazolylene group, a pyrazolylene group, athiazolylene group, an isothiazolylene group, an oxazolylene group, anisoxazolylene group, a pyridinylene group, a pyrazinylene group, apyrimidinylene group, a pyridazinylene group, an isoindolylene group, anindolylene group, an indazolylene group, a purinylene group, aquinolinylene group, an isoquinolinylene group, a benzoquinolinylenegroup, a phthalazinylene group, a naphthyridinylene group, aquinoxalinylene group, a quinazolinylene group, a cinnolinylene group, acarbazolylene group, a phenanthridinylene group, an acridinylene group,a phenanthrolinylene group, a phenazinylene group, a benzimidazolylenegroup, a benzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a dibenzosilolylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, athiadiazolylene group, an imidazopyridinylene group, and animidazopyrimidinylene group; and

a phenylene group, a pentatenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a spiro-fluorene-benzofluoranylene group, abenzofluorenylene group, a dibenzofluorenylene group, a phenalenylenegroup, a phenanthrenylene group, an anthracenylene group, afluoranthenylene group, a triphenylenylene group, a pyrenylene group, achrysenylene group, a naphthacenylene group, a picenylene group, aperylenylene group, a pentaphenylene group, a hexacanylene group, apentacenylene group, a rubicenylene group, a coronenylene group, anovalenylene group, a pyrrolylene group, a thiophenylene group, afuranylene group, an imidazolylene group, a pyrazolylene group, athiazolylene group, an isothiazolylene group, an oxazolylene group, anisoxazolylene group, a pyridinylene group, a pyrazinylene group, apyrimidinylene group, a pyridazinylene group, an isoindolylene group, anindolylene group, an indazolylene group, a purinylene group, aquinolinylene group, an isoquinolinylene group, a benzoquinolinylenegroup, a phthalazinylene group, a naphthyridinylene group, aquinoxalinylene group, a quinazolinylene group, a cinnolinylene group, acarbazolylene group, a phenanthridinylene group, an acridinylene group,a phenanthrolinylene group, a phenazinylene group, a benzimidazolylenegroup, a benzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a dibenzosilolylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, athiadiazolylene group, an imidazopyridinylene group, and animidazopyrimidinylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, artoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolylene group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a thiadiazolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and ——P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a phenyl group substituted with aC₁-C₁₀ alkyl group, a biphenyl group, a terphenyl group, a naphthylgroup, and a dibenzofuranyl group.

a1, a11, and a21 in Formulae 2 to 4 may each independently be an integerselected from 0 to 3, a1, a11, and a21 respectively indicate the numberof L₁(s), the number of L₁₁(s), and the number of L₂₁(s), and, when a1is two or more, two or more L₁(s) may be identical to or different fromeach other, when a11 is two or more, two or more L₁₁(s) may be identicalto or different from each other, and when a21 is two or more, two ormore L₂₁(s) may be identical to or different from each other. Forexample, a11 may be zero and a21 may be zero, but exemplary embodimentsof the present invention are not limited thereto. For example, a1 may bezero, but exemplary embodiments of the present invention are not limitedthereto.

In an exemplary embodiment of the present invention, the grouprepresented by Formula 2 may be selected from groups represented byFormulae 2-1 to 2-7:

In Formulae 2-1 to 2-7:

Y₁₁, L₁₁, a11, R₁₁, R₁₂, b11, and b12 may each independently be the sameas described above, and

R₁₃ may be the same as R₁₁ and R₁₂, described above.

In an exemplary embodiment of the present invention, the grouprepresented by Formula 3 may be selected from groups represented byFormulae 3-1 to 3-13:

In Formulae 3-1 to 3-13.

Y₂₁, Y₂₂, L₂₁, a21, R₂₁, R₂₂, b21, and b22 may each independently be thesame as described above, and

R₂₃ may be the same as R₂₁ and R₂₂, described above.

b11, b12, b21, and b22 may each independently be an integer selectedfrom 1 to 15. b11, b12, b21, and b22 respectively indicate the number ofR₁₁(s), the number of R₁₂(s), the number of R₂₁(s), and the number ofR₂₂(s), and, when b11 is two or more, two or more R₁₁(s) may beidentical to or different from each other, when b12 is two or more, twoor more R₁₂(s) may be identical to or different from each other, whenb21 is two or more, two or more R₂₁(s) may be identical to or differentfrom each other, and when b22 is two or more, two or more R₂₂(s) may beidentical to or different from each other. For example, b11, b12, b21,and b22 may each independently be an integer selected from 1 to 6, butexemplary embodiments of the present invention are not limited thereto.

Ar₁ in Formula 4 may be selected from —F, —Cl, —Br, —I, a cyano group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, —N(Q₁₀₁)(Q₁₀₂), and—S(Q₁₀₁).

In an exemplary embodiment of the present invention, Ar₁ in Formula 4may be selected from:

—F, —Cl, —Br, —I, a cyano group, a C₁-C₂₀ alkyl group, a C₂-C₂₀ alkenylgroup, a C₂-C₂₀ alkynyl group, a C₁-C₂₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₆-C₂₀ aryl group,—N(Q₁₀₁)(Q₁₀₂), and —S(Q₁₀₁); and

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from —F, —Cl, —Br, —I, and a C₁-C₂₀ alkyl group.

For example, Ar₁ in Formula 4 may be selected from —F, a cyano group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a C₁-C₁₀ heterocycloalkylgroup, N(Q₁₀₁)(Q₁₀₂), a C₁-C₂₀ alkyl group substituted with at least one—F, and a C₁-C₂₀ alkoxy group substituted with at least one C₁-C₂₀ alkylgroup, but exemplary embodiments of the present invention are notlimited thereto.

R₁ to R₁₂, R₂₁, R₂₂, R₃₁, and R₃₂ may each independently be selectedfrom a group represented by one of Formulae 2 to 4, hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituteddivalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂, —B(Q₁)(Q₂), —S(═O)₂(Q₁), and —P(═O)(Q₁)(Q₂),

provided that each of R₁₁ to R₁₂, R₂₁, R₂₁, R₂₂, R₃₁, and R₃₂ is not agroup represented by one of Formulae 2 to 4.

at least one of R₁ to R₅ to may be a group represented by Formula 2 orFormula 3, and

at least one of R₆ to R₁₀ may be a group represented by Formula 4.

In exemplary embodiment of the present invention, R₁ to R₁₀ in Formula 1may each independently be selected from:

a group represented by one of Formulae 2 to 4, hydrogen, deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C₁-C₂₀alkyl group, or a C₁-C₂₀ alkoxy group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a benzonaphthofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group;

a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a benzimidazolyl group, a benzofuranyl group, abenzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group,an isobenzoxazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a benzonaphthofuranyl group, a dibenzothiophenylgroup, a dibenzosilolyl group, a benzocarbazolyl group, adibenzocarbazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a benzonaphthofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and

—Si(Q₁)(Q₂)(Q₃), B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)₂(Q₁), and —P(═O)(Q₁)(Q₂),and

Q₁ to Q₃ and Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a biphenyl group, a terphenylgroup, a naphthyl group, and a carbazolyl group.

In exemplary embodiment of the present invention, R₃ may be a grouprepresented by Formula 2 or Formula 3.

In an exemplary embodiment of the present invention, RR₁, R₂, R₄ to R₇,R₉, and R₁₀ may each be hydrogen.

For example, may be a group represented by Formula 2 or Formula 3, andR₈ may be a group represented by Formula 4, but exemplary embodiments ofthe present invention are not limited thereto. For example, R₃ may be agroup represented by Formula 2, and R₈ may be a group represented byFormula 4, but exemplary embodiments of the present invention are notlimited thereto.

A difference between a singlet energy level and a triplet energy levelof the polycyclic compound may be 0.3 eV or less.

The polycyclic compound represented by Formula 1 may be selected fromCompounds 1 to 9, but exemplary embodiments of the present invention arenot limited thereto:

The polycyclic compound may have both a substituent exhibitingcharacteristics of an electron withdrawing group (EWG) and a substituentexhibiting characteristics of an electron donating group (EDG) withinthe compound, and a difference between singlet energy and triplet energyof the entire compound may be adjusted by introducing these substituentsat appropriate positions. In this manner, thermally activated delayedfluorescence (TADF) may be exhibited.

As described above, the singlet energy and the triplet energy of thepolycyclic compound satisfy the following equation:

ΔEst=S1−T1≤0.3 eV.

An existing TADF emitter may be manufactured through a combination ofsubstituents having various characteristics of the EWG and the EDG. Eventhough the TADF emitter can exhibit high-efficiency TADFcharacteristics, there may be limitations in adjusting electronicstructures of molecules. For example, since an emission wavelengthregion may be relatively wide, color purity may be relatively low.

The polycyclic compound may include a structure of Formulae 1 to 4. Asan example, the polycyclic compound may have a structure in which leftand right sides thereof are asymmetrical with respect to a carbonylgroup. Due to a benzophenone structure, TADF characteristics similar toan existing TADF emitter may be maintained. Due to the lateralasymmetrical structure, color purity may be increased and the emissionwavelength region may be adjusted.

The polycyclic compound may include, in addition to the lateralsymmetrical structure, the structure of Formula 4 as a substituent.Thus, it is possible to finely adjust the emission region and adjust CIEcolor coordinates.

Since the structure of Formula 1 includes a substituent havingcharacteristics of an EWG or an EDG at a parallel position with respectto the carbonyl group, the introduction of the substituent may exhibitan effect of changing only charge movement characteristics within thecompound while not changing the basic light emission of the TADFemitter.

Synthesis methods of the polycyclic compound represented by Formula 1may be recognizable by those of ordinary skill in the art by referringto Examples provided below.

At least one polycyclic compound represented by Formula 1 may be usedbetween a pair of electrodes of an organic light-emitting device. Forexample, the polycyclic compound may be included in at least one of ahole transport region, an electron transport region, and an emissionlayer.

Thus, an organic light-emitting device may include: a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode. The organic layermay include an emission layer and at least one of the polycycliccompound (e.g., the polycyclic compound represented by Formula 1).

The expression “(an organic layer) includes at least one of thepolycyclic compound” used herein may include a case in which (an organiclayer) includes one or more of the polycyclic compounds represented byFormula 1 or a case in which (an organic layer) includes two or moredifferent polycyclic compounds.

In an exemplary embodiment of the present invention, the first electrodemay be an anode and the second electrode may be a cathode. The organiclayer may include a hole transport region between the first electrodeand the emission layer and an electron transport region between theemission layer and the second electrode. The hole transport region mayinclude a hole injection layer, a hole transport layer, an emissionauxiliary layer, an electron blocking layer, or any combination thereof.The electron transport region may include a buffer layer, a holeblocking layer, an electron control layer, an electron transport layer,an electron injection layer, or any combination thereof.

In an exemplary embodiment of the present invention, the emission layermay include the polycyclic compound (e.g., the polycyclic compoundrepresented by Formula 1).

For example, the polycyclic compound included in the emission layer maybe a TADF emitter, and

the emission layer may emit delayed fluorescence.

As an example, the emission layer may include the polycyclic compound(e.g., the polycyclic compound represented by Formula 1).

As an example, the emission layer may include a host, and an amount ofthe polycyclic compound (e.g., the polycyclic compound represented byFormula 1) may be in a range of 0.1 parts by weight to about 50 parts byweight based on 100 parts by weight of the emission layer.

In an exemplary embodiment of the present invention, the hole transportregion may include a p-dopant, of which a LUMO energy level is −3.5 eVor less.

The term “organic layer” used herein refers to a single layer and/or aplurality of layers disposed between the first electrode and the secondelectrode of the organic light-emitting device. However, a materialincluded in the “organic layer” is not limited to an organic material.

FIG. 1 is a schematic view of an organic light-emitting device accordingto an exemplary embodiment of the present invention. FIG. 1 is aschematic view of an organic light-emitting device 10 according to anexemplary embodiment of the present invention. The organiclight-emitting device 10 may include a first electrode 110, an organiclayer 150, and a second electrode 190.

A structure of the organic light-emitting device 10 according to anexemplary embodiment of the present invention and a method ofmanufacturing the organic light-emitting device 10 will be described inmore detail below with reference to FIG. 1.

Referring to FIG. 1, a substrate may be disposed under the firstelectrode 110 or above the second electrode 190. The substrate may be aglass substrate or a plastic substrate, each having excellent mechanicalstrength, thermal stability, transparency, surface smoothness, ease ofhandling, and water resistance.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode 110 on the substrate. When thefirst electrode 110 is an anode, the material for a first electrode maybe selected from materials with a relatively high work function tofacilitate hole injection.

The first electrode 110 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode. When the firstelectrode 110 is a transmissive electrode, a material for forming thefirst electrode 110 may be selected from indium tin oxide (ITO), indiumzinc oxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO), and anycombinations thereof, but exemplary embodiments of the present inventionare not limited thereto. In an exemplary embodiment of the presentinvention, when the first electrode 110 is a semi-transmissive electrodeor a reflectable electrode, a material for forming the first electrode110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al),aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In),magnesium-silver (Mg—Ag), and any combinations thereof, but exemplaryembodiments of the present invention are not limited thereto.

The first electrode 110 may have a single-layered structure, or amulti-layered structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO,but the structure of the first electrode 110 is not limited thereto.

The organic layer 150 is disposed on the first electrode 110. Theorganic layer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regionbetween the first electrode 110 and the emission layer, and an electrontransport region between the emission layer and the second electrode190.

The hole transport region may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The hole transport region may include at least one layer selected from ahole injection layer (HIL), a hole transport layer (HTL), an emissionauxiliary layer, and an electron blocking layer (EBL).

As an example, the hole transport region may have a single-layeredstructure including a single layer including a plurality of differentmaterials, or a multi-layered structure having a hole injectionlayer/hole transport layer structure, a hole injection layer/holetransport layer/emission auxiliary layer structure, a hole injectionlayer/emission auxiliary layer structure, a hole transportlayer/emission auxiliary layer structure, or a hole injection layer/holetransport layer/electron blocking layer structure For each structure ofthe hole transport region, the included layers may be sequentiallystacked from the first electrode 110 in this stated order, but thestructure of the hole transport region is not limited thereto.

The hole transport region may include at least one selected fromm-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB,methylated-NPB, TAPC, HMTPD: 4,4′,4″-tris(N-carbazolyl)triphenylamine(TCTA), polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA), poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonic acid (PANI/CSA),polyaniline/poly(4-styrenesulfonate) (PANI/PSS), a compound representedby Formula 201, and a compound represented by Formula 202:

In Formulae 201 and 202:

L₂₀₁ to L₂₀₄ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group; a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

L₂₀₅ may be selected from *—O—*′, *—S—*′, *—N(Q₂₀₁)—*′, a substituted orunsubstituted C₁-C₂₀ alkylene group, a substituted or unsubstitutedC₂-C₂₀ alkenylene group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xa1 to xa4 may each independently be an integer selected from 0 to 3,

xa5 may be an integer selected from 1 to 10,

R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

For example, in Formula 202, R₂₀₁ and R₂₀₂ may be chemically linked toeach other via a single bond, a dimethyl-methylene group, or adiphenyl-methylene group, and R₂₀₃ and R₂₀₄ may also be chemicallylinked to each other via a single bond, a dimethyl-methylene group, or adiphenyl-methylene group.

In an exemplary embodiment of the present invention, in Formulae 201 and202:

L₂₀₁ to L₂₀₅ may each independently be selected from:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group;

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group; a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In an exemplary embodiment of the present invention, xa1 to xa4 may eachindependently be 0, 1, or 2.

In an exemplary embodiment of the present invention, xa5 may be 1, 2, 3,or 4.

In an exemplary embodiment of the present invention, R₂₀₁ to R₂₀₄ andQ₂₀₁ may each independently be selected from a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group,a carbazolyl group, an indolyl group, an isoindolyl group, abenzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a dibenzosilolyl group, and a pyridinyl group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyolopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phanalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may be the same as described above.

In an exemplary embodiment of the present invention, at least oneselected from R₂₀₁ to R₂₀₃ in Formula 201 may each independently beselected from:

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkylgroup, a phenyl group substituted with —F, a naphthyl group, a fluorenylgroup, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranylgroup, and a dibenzothiophenyl group, but exemplary embodiments of thepresent invention are not limited thereto.

In an exemplary embodiment of the present invention, in Formula 202, i)R₂₀₁ and R₂₀₂ may be linked via a single bond, and/or ii) R₂₀₃ and R₂₀₄may be linked via a single bond.

In an exemplary embodiment of the present invention, at least oneselected from R₂₀₁ to R₂₀₄ in Formula 202 may be selected from:

a carbazolyl group; and

a carbazolyl group, substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, acarbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,but exemplary embodiments of the present invention are not limitedthereto.

The compound represented by Formula 201 may be represented by Formula201A.

For example, the compound represented by Formula 201 may be representedby Formula 201A(1), but exemplary embodiments of the present inventionare not limited thereto:

In an exemplary embodiment of the present invention, the compoundrepresented by Formula 201 may be represented by Formula 201A-1, butexemplary embodiments of the present invention are not limited thereto:

In an exemplary embodiment of the present invention, the compoundrepresented by Formula 202 may be represented by Formula 202A:

In an exemplary embodiment of the present invention, the compoundrepresented by Formula 202 may be represented by Formula 202A-1:

In Formulae 201A, 201A(1), 201A-1, 202A, and 202A-1:

L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, and R₂₀₂ to R₂₀₄ may be the same asdescribed above,

R₂₁₁ and R₂₁₂ may be the same as described in connection with R₂₀₃, and

R₂₁₃ to R₂₁₇ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocabazolyl group, a dibenzosilolyl group, and a pyridinylgroup.

The hole transport region may include at least one compound selectedfrom Compounds HT1 to HT39, but exemplary embodiments of the presentinvention are not limited thereto:

A thickness of the hole transport region may be in a range of from about100 Å to about 10,000 Å, for example, from about 100 Å to about 1,000 Å.When the hole transport region includes at least one selected from ahole injection layer or a hole transport layer the thickness of the holeinjection layer may be in a range of from about 100 Å to about 9,000 Å,for example, from about 100 Å to about 1,000 Å, and the thickness of thehole transport layer may be in a range of from about 50 Å to about 2,000Å, for example, from about 100 Å to about 1,500 Å. When the thicknessesof the hole transport region, the hole injection layer and the holetransport layer are within these ranges, satisfactory hole transportingcharacteristics may be obtained without a substantial increase indriving voltage.

The emission auxiliary layer may increase light-emission efficiency bycompensating for an optical resonance distance according to thewavelength of light emitted by an emission layer, and the electronblocking layer may block the flow of electrons from an electrontransport region. The emission auxiliary layer and the electron blockinglayer may include the materials as described above.

The hole transport region may further include, in addition to thesematerials, a charge-generation material for increasing conductiveproperties. The charge-generation material may be substantiallyhomogeneously or non-homogeneously dispersed in the hole transportregion.

The charge-generation material may be, for example, a p-dopant.

In an exemplary embodiment of the present invention, a lowest unoccupiedmolecular orbital (LUMO) energy level of the p-dopant may be −3.5 eV orless.

The p-dopant may include at least one selected from a quinonederivative, a metal oxide, and a compound including a cyano group, butexemplary embodiments of the present invention are not limited thereto.

For example, the p-dopant may include at least one selected from;

a quinone derivative, such as tetracyanoquinodimethane (TCNQ) or2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

a metal oxide, such as tungsten oxide or molybdenum oxide;

1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

a compound represented by Formula 221, but exemplary embodiments of thepresent invention are not limited thereto:

In Formula 221:

R₂₂₁ to R₂₂₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, and at least one selectedfrom R₂₂₁ to R₂₂₃ may have at least one substituent selected from acyano group, —F, —Cl, —Br, —I, a C₁-C₂₀ alkyl group substituted with —F,a C₁-C₂₀ alkyl group substituted with —Cl, a C₁-C₂₀ alkyl groupsubstituted with —Br, and a C₁-C₂₀ alkyl group substituted with —I.

When the organic light-emitting device 10 is a full-color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub-pixel. In an exemplary embodiment of the presentinvention, the emission layer may have a stacked structure of two ormore layers selected from a red emission layer, a green emission layer,and a blue emission layer, in which the two or more layers contact eachother or are separated from each other. In an exemplary embodiment ofthe present invention, the emission layer may include two or morematerials selected from a red light-emitting material, a greenlight-emitting material, and a blue light-emitting material, in whichthe two or more materials are mixed with each other in a single layer toemit white light.

The emission layer may include a host and a dopant. The dopant mayinclude at least one selected from a phosphorescent dopant or afluorescent dopant.

An amount of the dopant in the emission layer may be in a range of about0.01 parts by weight to about 15 parts by weight based on 100 parts byweight of the host, but exemplary embodiments of the present inventionam not limited thereto.

A thickness of the emission layer may be in a range of from about 100 Åto about 1,000 Å, for example, from about 200 Å to about 600 Å. When thethickness of the emission layer is within this range, excellentlight-emission characteristics may be obtained without a substantialincrease in driving voltage.

The host may include a compound represented by Formula 1.

In an exemplary embodiment of the present invention, the host mayfurther include a compound represented by Formula 301.

[Ar₃₀₁]_(xb11)—[(L₃₀₁)_(xb1)—R₃₀₁]_(xb21).  <Formula 301>

In Formula 301:

Ar₃₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xb11 may be 1, 2, or 3,

L₃₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xb1 may be an integer selected from 0 to 5,

R₃₀₁ may be selected from: deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), —N(Q₃₀₁)(Q₃₀₂),—B(Q₃₀₁)(Q₃₀₂), —C(═O)(Q₃₀₁), —S(═O)₂(Q₃₀₁), and —P(═O)(Q₃₀₁)(Q₃₀₂),

xb21 may be an integer selected from 1 to 5,

Q₃₀₁ to Q₃₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, but exemplary embodiments of thepresent invention are not limited thereto.

In an exemplary embodiment of the present invention, Ar₃₀₁ in Formula301 may be selected from:

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup:

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a naphthyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group, but exemplary embodiments of the presentinvention are not limited thereto,

When xb11 in Formula 301 is two or more, two or more Ar₃₀₁(s) may bechemically linked to each other via a single bond.

In an exemplary embodiment of the present invention, the compoundrepresented by Formula 301 may be represented by Formula 301-1 or 301-2:

In Formulae 301-1 to 301-2:

A₃₀₁ to A₃₀₄ may each independently be selected from benzene group, anaphthalene group, a phenanthrene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a pyridine group,a pyrimidine group, an indene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,an indole group, a carbazole group, a benzocarbazole group, adibenzocarbazole group, a furan group, a benzofuran group, adibenzofuran group, a naphthofuran group, a benzonaphthofuran group, adinaphthofuran group, a thiophene group, a benzothiophene group, adibenzothiophene group, a naphthothiophene group, abenzonaphthothiophene group group/and a dinaphthothiophene group group,

X₃₀₁ may be O, S, or N—[(L₃₀₄)_(xb4)—R₃₀₄],

R₃₁₁ to R₃₁₄ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group , —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

xb22 and xb23 may each independently be 0, 1, or 2,

L₃₀₁, xb1, R₃₀₁ Q₃₁ to Q₃₃ may be the same as described above,

L₃₀₂ to L₃₀₄ may each independently be the same as L₃₀₁, describedabove,

xb2 to xb4 may each independently be the same as xb1, described above,and

R₃₀₂ to R₃₀₄ may each independently be the same as R₃₀₁, describedabove.

For example, L₃₀₁ to L₃₀₄ in Formulae 301, 301-1, and 301-2 may eachindependently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group;

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylinegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an azacarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may be the same as described above.

In an exemplary embodiment of the present invention, R₃₀₁ to R₃₀₄ inFormulae 301, 301-1 and 301-2 may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, carbazolyl group, an indolylgroup, an isoindolyl group, a benzofuranyl group, a benzothiophenylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolylgroup, a pyridinyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinylgroup, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinyl group, a phenanthridinyl group, an acridinyl group,a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, an azacarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃),—N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and—P(═O)(Q₃₁)(Q₃₂); and

Q₃₁ and Q₃₃ may be the same as described above.

In an exemplary embodiment of the present invention, the host mayinclude an alkaline earth metal complex. For example, the host may beselected from a Be complex (for example, Compound H55), a Mg complex, ora Zn complex.

The host may include at least one selected from9,10-di(2-naphthyl)anthracene (ADM),2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN),9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN),4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene(mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), and Compounds H1 to H55,but exemplary embodiments of the present invention are not limitedthereto:

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401 below:

In Formulae 401 and 402:

M may be selected from iridium (Ir), platinum (Pt), palladium (Pd),osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu),terbium (Tb), rhodium (Rh), and thulium (Tm):

L₄₀₁ may be selected from ligands represented by Formula 402, xc1 may be1, 2, or 3, and, when xc1 is two or more, two or more L₄₀₁(s) may beidentical to or different from each other,

L₄₀₂ may be an organic ligand, xc2 may be an integer selected from 0 to4, and, when xc2 is two or more, two or more L₄₀₂(s) may be identical toor different from each other,

X₄₀₁ to X₄₀₄ may each independently be nitrogen or carbon,

X₄₀₁ and X₄₀₃ may be chemically linked to each other via a single bondor a double bond, and X₄₀₂ and X₄₀₄ may be chemically linked to eachother via a single bond or a double bond,

A₄₀₁ and A₄₀₂ may each independently be selected from a C₅-C₆₀carbocyclic group or a C₁-C₆₀ heterocyclic group,

X₄₀₅ may be a single bond, *—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₁)—*′,*—C(Q₄₁₁)(Q₄₁₂)—*′, *—C(Q₄₁₁)═C(Q₄₁₂)—*′, *—C(Q₄₁₁)═*′, or *═C═*′, Q₄₁₁and Q₄₁₂ may be hydrogen, deuterium, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or anaphthyl group,

X₄₀₆ may be a single bond, O, or S,

R₄₀₁ and R₄₀₂ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₂₀ alkyl group, a substituted orunsubstituted C₁-C₂₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), —N(Q₄₀₁)(Q₄₀₂),—B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁), —S(═O)₂(Q₄₀₁), and —P(═O)(Q₄₀₁)(Q₄₀₂);

Q₄₀₁ to Q₄₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a C₆-C₂₀ aryl group, and a C₁-C₂₀heteroaryl group,

xc11 and xc12 may each independently be an integer selected from 0 to10, and

* and *′ in Formula 402 each indicate a binding site to M in Formula401.

In an exemplary embodiment of the present invention, A₄₀₁ and A₄₀₂ inFormula 402 may each independently be a benzene group, a naphthalenegroup, a fluorene group, a spiro-bifluorene group, an indene group, apyrrole group, a thiophene group, a furan group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole(isoxazole) group, a pyridine group, a pyrazinegroup, a pyrimidine group, a pyridazine group, a quinoline group, anisoquinoline group, a benzoquinoline group, a quinoxaline group, aquinazoline group, a carbazole group, a benzimidazole group, abenzofuran(benzofuran) group, a benzothiophene group, anisobenzothiophene group, a benzoxazole group, an isobenzoxazole group, atriazole group, a tetrazole group, an oxadiazole group, a triazinegroup, a dibenzofuran group, and a dibenzothiophene group,.

In an exemplary embodiment of the present invention, in Formula 402, i)X₄₀₁ may be nitrogen, and X₄₀₂ may be carbon, or ii) X₄₀₁ and X₄₀₂ mayeach be nitrogen at the same time.

In an exemplary embodiment of the present invention, R₄₀₁ and R₄₀₂ inFormula 401 may each independently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a phenyl group, a naphthyl group, acyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, and a norbornenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

—Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), —N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁),—S(═O)₂(Q₄₀₁) and —P(═O)(Q₄₀₁)(Q₄₀₂); and

Q₄₀₁ to Q₄₀₃ may be each independently selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, and anaphthyl group, but exemplary embodiments of the present invention arenot limited thereto.

In an exemplary embodiment of the present invention, when xc1 in Formula401 is two or more, two A₄₀₁(s) in two or more L₄₀₁(s) may be chemicallylinked to each other via X₄₀₇, which is a linking group, or two A₄₀₂(s)in two or more L₄₀₁(s) may be chemically linked to each other via X₄₀₈,which is a linking group (see Compounds PD1 to PD4 and PD7). X₄₀₇ andX₄₀₈ may each independently be a single bond, *—O—*′, *—S—*′,*—C(═O)—*′, *—N(Q₄₁₃)—*′, *—C(Q₄₁₃)(Q₄₁₄)—*′, or *—C(Q₄₁₃)═C(Q₄₁₄)—*′(e.g., in which Q₄₁₃ and Q₄₁₄ may each independently be hydrogen,deuterium, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group,a biphenyl group, a terphenyl group, or a naphthyl group), but exemplaryembodiments of the present invention are not limited thereto.

L₄₀₂ in Formula 401 may be a monovalent, divalent, or trivalent organicligand. For example, L₄₀₂ may be selected from halogen, diketone (forexample, acetylacetonate), carboxylic acid (for example, picolinate),—C(═O), isonitrile, —CN, and a phosphorus-containing material (forexample, phosphine, or phosphite), but exemplary embodiments of thepresent invention are not limited thereto.

In an exemplary embodiment of the present invention, the phosphorescentdopant may be selected from, for example, Compounds PD1 to PD25, butexemplary embodiments of the present invention are not limited thereto:

The fluorescent dopant may include a compound represented by Formula 1.

In an exemplary embodiment of the present invention, the fluorescentdopant may include an arylamine compound or a styrylamine compound.

The fluorescent, dopant may include a compound represented by Formula501 below.

In Formula 501:

Ar₅₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

L₅₀₁ to L₅₀₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xd1 to xd3 may each independently be an integer selected from 0 to 3,

R₅₀₁ and R₅₀₂ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and

xd4′ may be an integer selected from 1 to 6.

In an exemplary embodiment of the present invention, Ar₅₀₁ in Formula501 may be selected from:

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup; and

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In an exemplary embodiment of the present invention, L₅₀₁ to L₅₀₃ inFormula 501 may each independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, and a pyridinylene group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group.

In an exemplary embodiment of the present invention, R₅₀₁ and R₅₀₂ InFormula 501 may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a di benzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃); and

Q₃₁ to Q₃₃ may be selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, and anaphthyl group.

In an exemplary embodiment of the present invention, xd4′ in Formula 501may be 2, but exemplary embodiments of the present invention are notlimited thereto.

For example, the fluorescent dopant may be selected from Compounds FD1to FD22:

In an exemplary embodiment of the present invention, the fluorescentdopant may be selected from the following compounds, but exemplaryembodiments of the present invention are not limited thereto.

The electron transport region (e.g., the electron transport region inorganic layer 150) may have i) a single-layered structure including asingle layer including a single material, ii) a single-layered structureincluding a single layer including a plurality of different materials,or iii) a multi-layered structure having a plurality of layers eachincluding a plurality of different materials.

The electron transport region may include at least one selected from abuffer layer, a hole blocking layer, an electron control layer, anelectron transport layer, or an electron injection layer, but exemplaryembodiments of the present invention are not limited thereto.

For example, the electron transport region may have an electrontransport layer/electron injection layer structure, a hole blockinglayer/electron transport layer/electron injection layer structure, anelectron control layer/electron transport layer/electron injection layerstructure, or a buffer layer/electron transport layer/electron injectionlayer structure, and for each structure, the layers may be sequentiallystacked from an emission layer. However, exemplary embodiments of thepresent invention are not limited thereto.

The electron transport region (for example, a buffer layer, a holeblocking layer, an electron control layer, or an electron transportlayer in the electron transport region) may include a metal-freecompound including at least one π electron-depleted nitrogen-containingring.

The “π electron-depleted nitrogen-containing ring” indicates a C₁-C₆₀heterocyclic group having at least one *—N═*′ moiety as a ring-formingmoiety.

For example, the “π electron-depleted nitrogen-containing ring” may bei) a 60-membered to 7-membered heteromonocyclic group having at leastone moiety, ii) a heteropolycyclic group in which two or more 5-memberedto 7-membered heteromonocyclic groups each having at least one *—N═*′moiety are condensed with each other, or iii) a heteropolycyclic groupin which at least one of 5-membered to 7-membered heteromonocyclicgroups, each having at least one *—N═*′ moiety, is condensed with atleast one C₅-C₆₀ carbocyclic group.

Examples of the π electron-depleted nitrogen-containing ring include animidazole, a pyrazole, a thiazole, an isothiazole, an oxazole, anisoxazole, a pyridine, a pyrazine, a pyrimidine, a pyridazine, anindazole, a purine, a quinoline, an isoquinoline, a benzoquinoline, aphthalazine, a naphthyridine, a quinoxaline, a quinazoline, a cinnoline,a phenanthridine, an acridine, a phenanthroline, a phenazine, abenzimidazole, an isobenzothiazole, a benzoxazole, an isobenzoxazole, atriazole, a tetrazole, an oxadiazole, a triazine, thiadiazol, animidazopyridine, an imidazopyrimidine, and an azacarbazole, butexemplary embodiments of the present invention are not limited thereto.

For example, the electron transport region may include a compoundrepresented by formula 601:

[Ar₆₀₁]_(xe11)—[(L₆₀₁)_(xe1)—R₆₀₁]_(xe21).  <Formula 601>

In Formula 601:

Ar₆₀₁ may be selected from a substituted or unsubstituted C₅-C₆₀carbocyclic group or a substituted or unsubstituted C₁-C₆₀ heterocyclicgroup,

xe11 may be 1, 2, or 3,

L₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xe1 may be an integer selected from 0 to 5,

R₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₆₀₁)(Q₆₀₂)(Q₆₀₃), ——C(═O)(Q₆₀₁),—S(═O)₂(Q₆₀₁), and —P(═O)(Q₆₀₁)(Q₆₀₂),

Q₆₀₁ to Q₆₀₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or anaphthyl group, and

xe21 may be an integer selected from 1 to 5.

In an exemplary embodiment of the present invention, at least one ofAr₆₀₁(s) in the number of xe11 and R₆₀₁(s) in the number of xe21 mayinclude the π electron-depleted nitrogen-containing ring.

In an exemplary embodiment of the present invention, ring Ar₆₀₁ inFormula 601 may be selected from:

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazol group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group;

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, phenanthroline group, phenazine group, a benzimidazolegroup, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazol group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a —Si(Q₃₁)(Q₃₂)(Q₃₃),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

When xe11 In Formula 601 is two or more, two or more Ar₆₀₁(s) may bechemically linked to each other via a single bond.

In an exemplary embodiment of the present invention, Ar₆₀₁ in Formula601 may be an anthracene group.

In an exemplary embodiment of the present invention, a compoundrepresented by Formula 601 may be represented by Formula 601-1:

In Formula 601-1:

X₆₁₄ may be N or C(R₆₁₄), X₆₁₅ may be N or C(R₆₁₅), X₆₁₆ may be N orC(R₆₁₆), at least one selected from X₆₁₄ to X₆₁₆ may be N,

L₆₁₁ to L₆₁₃ may each independently be the same as L₆₀₁,

xe611 to xe613 may each independently be the same as xe1,

R₆₁₁ to R₆₁₃ may each independently be the same as R₆₀₁, and

R₆₁₄ to R₆₁₆ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In an exemplary embodiment of the present invention, L₆₀₁ and L₆₁₁, L₆₁₂and L₆₁₃ in Formulae 601 and 601-1 may each independently be selectedfrom:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, and an azacarbazolyl group, but exemplary embodiments of thepresent invention are not limited thereto.

In an exemplary embodiment of the present invention, xe1 and xe611 toxe613in Formulae 601 and 601-1 may each independently be 0, 1, or 2.

In an exemplary embodiment of the present invention, R₆₀₁ and R₆₁₁, R₆₁₂and R₆₁₃ in Formula 801 and 801-1 may each independently be selectedfrom:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylene group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

—S(═O)₂(Q₆₀₁) and —P(═O)(Q₆₀₁)(Q₆₀₂); and

Q₆₀₁ and Q₆₀₂ may be the same as described above.

The electron transport region may include at least one compound selectedfrom Compounds ET1 to ET36, but exemplary embodiments of the presentinvention are not limited thereto:

In an exemplary embodiment of the present invention, the electrontransport region may include at least one selected from2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP),4,7-dphenyl-1,10-phenanthroline (Bphen), AlQ₃, BAlq,3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole(TAZ), or NTAZ.

Thicknesses of the buffer layer, the hole blocking layer, and theelectron control layer may each be in a range of about 20 Å to about1,000 Å, for example, from about 30 Å to about 300 Å. When thethicknesses of the buffer layer, the hole blocking layer, and theelectron control layer are within these ranges, the electron blockinglayer may have excellent electron blocking characteristics or electroncontrol characteristics without a substantial increase in drivingvoltage.

A thickness of the electron transport layer may be in a range of fromabout 100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å.When the thickness of the electron transport layer is within the rangedescribed above, the electron transport layer may have satisfactoryelectron transport characteristics without a substantial increase indriving voltage.

The electron transport region (for example, the electron transport layerin the electron transport region) may further include, in addition tothe materials described above, a metal-containing material.

The metal-containing material may include at least one selected fromalkali metal complex or alkaline earth-metal complex. The alkali metalcomplex may include a metal ion selected from a Li ion, a Na ion, a Kion, a Rb ion, and a Cs ion, and the alkaline earth-metal complex mayinclude a metal ion selected from a Be ion, a Mg ion, a Ca ion, a Srion, and a Ba ion. A ligand coordinated with the metal ion of the alkalimetal complex or the alkaline earth-metal complex may be selected from ahydroxy quinoline, a hydroxy isoquinoline, a hydroxy benzoquinoline, ahydroxy acridine, a hydroxy phenanthridine, a hydroxy phenylan oxazole,a hydroxy phenylthiazole, a hydroxy diphenylan oxadiazole, a hydroxydiphenylthiadiazol, a hydroxy phenylpyridine, a hydroxyphenylbenzimidazole, a hydroxy phenylbenzothiazole, a bypyridine, aphenanthroline, and a cyclopentadiene, but exemplary embodiments of thepresent invention are not limited thereto.

For example, the metal-containing material may include a Li complex. TheLi complex may include, for example, Compound ET-D1 (lithium quinolate,LiQ) or ET-D2.

The electron transport region may include an electron injection layerthat facilitates injection of electrons from the second electrode 190.The electron injection layer may be in direct contact with the secondelectrode 190.

The electron injection layer may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers, each including a plurality of different materials.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof.

The alkali metal may be selected from Li, Na, K, Rb, and Cs. In anexemplary embodiment of the present invention, the alkali metal may beLi, Na, or Cs. In an exemplary embodiment of the present invention, thealkali metal may be Li or Cs, but exemplary embodiments of the presentinvention are not limited thereto.

The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

The rare earth metal may be selected from Sc, Y, Ge, Tb, Yb, and Gd.

The alkali metal compound, the alkaline earth-metal compound, and therare earth metal compound may be selected from oxides and halides (forexample, fluorides, chlorides, bromides, or iodides) of the alkalimetal, the alkaline earth-metal, and the rare earth metal.

The alkali metal compound may be selected from alkali metal oxides, suchas Li₂O, Cs₂O, or K₂O, and alkali metal halides, such as LiF, NaF, CsF,KF, LiI, NaI, CsI, or KI. In an exemplary embodiment of the presentinvention, the alkali metal compound may be selected from LiF, Li₂O,NaF, LiI, NaI, CsI, or KI, but exemplary embodiments of the presentinvention are not limited thereto.

The alkaline earth-metal compound may be selected from alkalineearth-metal oxides, such as BaO, SrO, CaO, Ba_(x)Sr_(1−x)O (0<x<1), orBa_(x)Ca_(1−x)O (0<x<1). In an exemplary embodiment of the presentinvention, the alkaline earth-metal compound may be selected from BaO,SrO, and CaO, but exemplary embodiments of the present invention are notlimited thereto.

The rare earth metal compound may be selected from YbF₃, ScF₃, ScO₃,Y₂O₃, Ce₂O₃, GdF₃, and TbF₃. In an exemplar embodiment of the presentinvention, the rare earth metal compound may be selected from YbF₃,ScF₃, TbF₃, YbI₃, ScI₃, and TbI₃, but exemplary embodiments of thepresent invention are not limited thereto.

The alkali metal complex, the alkaline earth-metal complex, and the rareearth metal complex may include an ion of alkali metal, alkalineearth-metal, and rare earth metal as described above, and a ligandcoordinated with a metal ion of the alkali metal complex, the alkalineearth-metal complex, or the rare earth metal complex may be selectedfrom hydroxy quinoline, hydroxy isoquinoline, hydroxy benzoquinoline,hydroxy acridine, hydroxy phenanthridine, hydroxy phenylan oxazole,hydroxy phenylthiazole, hydroxy diphenylan oxadiazole, hydroxydiphenylthiadiazol, hydroxy phenylpyridine, hydroxy phenylbenzimidazole,hydroxy phenylbenzothiazole, bipyridine, phenanthroline, andcyclopentadiene, but exemplary embodiments of the present invention arenot limited thereto.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof, as described above. In an exemplary embodimentof the present invention, the electron injection layer may furtherinclude an organic material. When the electron injection layer furtherincludes an organic material, an alkali metal, an alkaline earth metal,a rare earth metal, an alkali metal compound, an alkaline earth-metalcompound, a rare earth metal compound, an alkali metal complex, analkaline earth-metal complex, a rare earth metal complex, or anycombinations thereof may be substantially homogeneously ornon-homogeneously dispersed in a matrix including the organic material.

A thickness of the electron injection layer may be in a range of fromabout 1 Å to about 100 Å, for example, from about 3 Å to about 90 Å.When the thickness of the electron injection layer is within the rangedescribed above, the electron injection layer may have satisfactoryelectron injection characteristics without a substantial increase indriving voltage.

The second electrode 190 may be disposed on the organic layer 150. Thesecond electrode 190 may be a cathode which is an electron injectionelectrode, and in this regard, a material included in the secondelectrode 190 may be selected from metal, an alloy, an electricallyconductive compound, and a combination thereof, which may have arelatively low work function.

The second electrode 190 may include at least one selected from lithium(Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium(Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver(Mg—Ag), ITO, and IZO, but exemplary embodiments of the presentinvention are not limited thereto. The second electrode 190 may be atransmissive electrode, a semi-transmissive electrode, or a reflectiveelectrode.

The second electrode 190 may have a single-layered structure, or amulti-layered structure including two or more layers.

The organic light-emitting device according to an exemplary embodimentof the present invention is described above in more detail withreference to FIG. 1, and thus duplicative descriptions may be omitted.

Layers included in the hole transport region, an emission layer, andlayers included in the electron transport region may be formed in acertain region by using one or more methods selected from, for example,vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB)deposition, ink-jet printing, laser-printing, and laser-induced thermalimaging.

When layers included in the hole transport region, an emission layer,and layers included in the electron transport region are formed byvacuum deposition, for example, the vacuum deposition may be performedat a deposition temperature of from about 100° C. to about 500° C., at avacuum degree of about 10⁻⁸ torr to about 10⁻³ torr, and at a depositionrate of from about 0.01 Å/sec to about 100 Å/sec by taking into accounta material to be included in a layer to be formed, and the structure ofa layer to be formed.

When layers included in the hole transport region, an emission layer,and layers included in the electron transport region are formed by spincoating, the spin coating may be performed at a coating speed of fromabout 2,000 rpm to about 5,000 rpm and at a heat treatment temperatureof about 80° C. to about 200° C. by taking into account a material to beincluded in a layer to be formed, and the structure of a layer to beformed.

The term “C₁-C₆₀ alkyl group” used herein refers to a linear or branchedaliphatic saturated hydrocarbon monovalent group having 1 to 60 carbonatoms, and examples thereof include a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group,a pentyl group, an iso-amyl group, or a hexyl group. The term “C₁-C₆₀alkylene group” used herein refers to a divalent group havingsubstantially the same structure as the C₁-C₆₀ alkyl group.

The term “C₂-C₆₀ alkenyl group” as used herein refers to a hydrocarbongroup having at least one carbon-carbon double bond In the middle or atthe terminus of the C₂-C₆₀ alkyl group, and examples thereof include anethenyl group, a propenyl group, and a butenyl group. The term “C₂-C₆₀alkenylene group” as used herein refers to a divalent group havingsubstantially the same structure as the C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group” as used herein refers to a hydrocarbongroup having at least one carbon-carbon triple bond in the middle or atthe terminus of the C₂-C₆₀ alkyl group, and examples thereof include anethynyl group, or a propynyl group. The term “C₂-C₆₀ alkynylene group”as used herein refers to a divalent group having substantially the samestructure as the C₂-C₆₀ alkynyl group.

The term “C₁-C₆₀ alkoxy group” as used herein refers to a monovalentgroup represented by —OA₁₀₁ (e.g., in which A₁₀₁ is the C₁-C₆₀ alkylgroup), and examples thereof include a methoxy group, an ethoxy group,or an isopropyloxy group.

The term “C₃-C₁₀ cyoloalkyl group” as used herein refers to a monovalentsaturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, andexamples thereof include a cyclopropyl group, a cyclobutyl group, acyclopentyl group, a cyclohexyl group, or a cycloheptyl group. The term“C₃-C₁₀ cycloalkylene group” as used herein refers to a divalent grouphaving the substantially same structure as the C₃-C₁₀ cycloalkyl group.

The term C₁-C₁₀ heterocycloalkyl group used herein refers to amonovalent monocyclic group having at least one heteroatom selected fromN, O, Si, P, and B as a ring-forming atom and 1 to 10 carbon atoms, andexamples thereof include a 1,2,3,4-oxatriazolidinyl group, atetrahydrofuranyl group, or a tetrahydrothiophenyl group. The term“C₁-C₁₀ heterocycloalkylene group” as used herein refers to a divalentgroup having substantially the same structure as the C₁-C₁₀heterocycloalkyl group,

The term C₃-C₁₀ cycloalkenyl group used herein refers to a monovalentmonocyclic group that has 3 to 10 carbon atoms and at least onecarbon-carbon double bond in the ring thereof and no aromaticity, andexamples thereof include a cyclopentenyl group, a cyclohexenyl group, ora cycloheptenyl group. The term “C₃-C₁₀ cycloalkenylene group” as usedherein refers to a divalent group having substantially the samestructure as the C₃-C₁₀ cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group” as used herein refers to amonovalent monocyclic group that has at least one heteroatom selectedfrom N, O, Si, P, and S as a ring-forming atom, 1 to 10 carbon atoms,and at least one carbon-carbon double bond in its ring. Non-limitingexamples of the C₁-C₁₀ heterocycloalkenyl group include a4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, or a2,3-dihydrothiophenyl group. The term “C₁-C₁₀ a heterocycloalkenylenegroup” as used herein refers to a divalent group having substantiallythe same structure as the C₁-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group” as used herein refers to a monovalent grouphaving a carbocyclic aromatic system having 6 to 60 carbon atoms, and aC₁-C₆₀ arylene group used herein refers to a divalent group having acarbocyclic aromatic system having 6 to 60 carbon atoms. Non-limitingexamples of the C₆-C₆₀ aryl group include a phenyl group, a naphthylgroup, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, ora chrysenyl group. When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylenegroup each include two or more rings, the rings may be chemically bondedto each other.

The term “C₁-C₆₀ heteroaryl group” as used herein refers to a monovalentgroup having a carbocyclic aromatic system that has at least oneheteroatom selected from N, O, Si, P and S as a ring-forming atom, inaddition to 1 to 60 carbon atoms. The term “C₁-C₆₀ heteroarylene group”as used herein refers to a divalent group having a carbocyclic aromaticsystem that has at least one heteroatom selected from N, O, Si, P, and Sas a ring-forming atom, in addition to 1 to 60 carbon atoms.Non-limiting examples of the C₁-C₆₀ heteroaryl group include a pyridinylgroup, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, atriazinyl group, a quinolinyl group, or an isoquinolinyl group. When theC₁-C₆₀ heteroaryl group and the C₁-C₆₀ heteroarylene group each includetwo or more rings, the rings may be chemically bonded with each other.

The term “C₆-C₆₀ aryloxy group” as used herein refers to —OA₁₀₂ (e.g.,in which A₁₀₂ is the C₆-C₆₀ aryl group), and a C₆-C₆₀ arylthio groupused herein indicates —SA₁₀₃ (e.g., in which A₁₀₃ is the C₆-C₆₀ arylgroup).

The term “monovalent non-aromatic condensed polycyclic group” as usedherein refers to a monovalent group (for example, having 8 to 60 carbonatoms) having two or more rings chemically bonded with each other, onlycarbon atoms as ring-forming atoms, and no aromaticity in its entiremolecular structure. A detailed example of the monovalent non-aromaticcondensed polycyclic group is a fluorenyl group. The term “divalentnon-aromatic condensed polycyclic group,” used herein, refers to adivalent group having substantially the same structure as the monovalentnon-aromatic condensed polycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group” asused herein refers to a monovalent group (for example, having 1 to 60carbon atoms) having two or more rings condensed to each other, at leastone heteroatom selected from N, O, Si, P, and S, other than carbonatoms, as a ring-forming atom, and no aromaticity in its entiremolecular structure. An example of the monovalent non-aromatic condensedheteropolycyclic group is a carbazolyl group. The term “divalentnon-aromatic condensed heteropolycyclic group” as used herein refers toa divalent group having substantially the same structure as themonovalent non-aromatic condensed heteropolycyclic group.

The term “C₅-C₆₀ carbocyclic group” as used herein refers to amonocyclic or polycyclic group having 5 to 60 carbon atoms in which aring-forming atom is a carbon atom only. The C₁-C₆₀ carbocyclic groupmay be an aromatic carbocyclic group or a non-aromatic carbocyclicgroup. The C₅-C₆₀ carbocyclic group may be a ring, such as benzene, amonovalent group, such as a phenyl group, or a divalent group, such as aphenylene group. In an exemplary embodiment of the present invention,depending on the number of substituents connected to the C₅-C₆₀carbocyclic group, the C₅-C₆₀ carbocyclic group may be a trivalent groupor a quadrivalent group.

The term “C₁-C₆₀ heterocyclic group” as used herein refers to a grouphaving substantially the same structure as the C₁-C₆₀ carbocyclic group,except that as a ring-forming atom, at least one heteroatom selectedfrom N, O, Si, P, and S is used in addition to carbon (e.g., the numberof carbon atoms may be in a range of 1 to 60).

At least one substituent of the substituted C₅-C₆₀ carbocyclic group,substituted C₁-C₆₀ heterocyclic group, substituted C₃-C₁₀ cycloalkylenegroup, substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₁-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted divalent non-aromatic condensed polycyclic group,substituted divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₁-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group, or substituted monovalent non-aromatic condensedheteropolycyclic group may be selected from:

deuterium (—D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═)(Q₁₁)Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₁-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁) and—P(═O)(Q₂₁)(Q₂₂);

—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and

Q₁₁ to Q₁₃, Q₂₁ to Q₂₃ and Q₃₁ to Q₃₃ may be each independently beselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

The term “Ph” used herein refers to a phenyl group, the term “Me” usedherein refers to a methyl group, the term “Et” used herein refers to anethyl group, the term “ter-Bu” or “Bu^(t)” used herein refers to atert-butyl group, and the term “OMe” used herein refers to a methoxygroup.

The term “biphenyl group” as used herein refers to “a phenyl groupsubstituted with a phenyl group.” As an example, the “biphenyl group” isa substituted phenyl group having a C₆-C₆₀ aryl group as a substituent.

The term “terphenyl group” as used herein refers to “a phenyl groupsubstituted with a biphenyl group.” As an example, the “terphenyl group”is a phenyl group having, as a substituent, a C₆-C₆₀ aryl groupsubstituted with a C₆-C₆₀ aryl group.

* and *′ used herein, unless defined otherwise, each refer to a bindingsite to a neighboring atom in a corresponding formula.

A compound according to an exemplary embodiment of the present inventionand an organic light-emitting device according to an exemplaryembodiment of the present invention will be described in more detailwith reference to Synthesis Examples and Examples. The wording “B wasused instead of A” used in describing Synthesis Examples refers to thatan identical molar equivalent of B was used in place of A.

FIG. 2 is a graph showing light emission characteristics of organiclight-emitting devices including TADF emitters, according to Example 1and Comparative Examples 1 and 2. FIG. 3 is a graph showing externalquantum efficiency (EQE) and emission color with respect to a drivingcurrent density in organic light-emitting devices including TADFemitters, according to Example 1 and Comparative Example 1 and 2.

EXAMPLE Synthesis Examples 1 to 3 Synthesis of Compounds 1 to 3

10.1 mmol of phenoxazine and 20.2 mmol of potassium tert-butoxide may beadded to a round-bottom flask, and the round bottom flask was filledwith Ar gas. The resultant mixture may be stirred under reflux for about30 minutes by using 20 ml of anhydrous dimethylformamide (DMF) as asolvent. A solution in which 7.49 mmol of 4,4′-difluorobenzophenone isdissolved in 10 ml of anhydrous DMF may be added to the round-bottomflask and stirred under reflux at a temperature of about 75° C. forabout 24 hours. After the reaction is completed, the reaction solutionmay be dissolved in water, and an organic material may be extractedtherefrom by using methylene chloride and purified by columnchromatography to obtain Compound 3 of a yellow solid phase. Compounds 1and 2 may be synthesized in substantially the same manner as in Compound3, except that potassium metoxide and potassium etoxide may each be usedinstead of potassium tert-butoxide.

Synthesis Example 4 Synthesis of Compound A

8.24 mmol of phenoxazine and 15.0 mmol of potassium tert-butoxide may beadded to a round-bottom flask, and the round-bottom flask may be filledwith Ar gas. The resultant mixture may be stirred under reflux for about30 minutes by using 20 ml of anhydrous DMF as a solvent. A solution inwhich 7.49 mmol of 4-fluorobenzophenone is dissolved in 10 ml ofanhydrous DMF may be added to the round-bottom flask and stirred underreflux at a temperature of about 110° C. for about 12 hours. After thereaction was completed, the reaction solution may be dissolved in water,and an organic material may be extracted therefrom by using methylenechloride and purified by column chromatography to obtain Compound A of ayellow solid phase.

Synthesis Example 5 Synthesis of Compound B

13.3 mmol of phenoxazine and 26.6 mmol of potassium tert-butoxide may beadded to a round-bottom flask, and the round-bottom flask may be filledwith Ar gas. The resultant mixture may be stirred under reflux for about30 minutes by using 15 ml of anhydrous DMF as a solvent. A solution inwhich 13.3 mmol of 4,4′-difluorobenzophenone is dissolved in 5 ml ofanhydrous DMF may be added to the round-bottom flask and stirred underreflux at a temperature of about 110° C. for about 12 hours. After thereaction is completed, the reaction solution may be dissolved in water,and an organic material may be extracted therefrom by using methylenechloride and purled by column chromatography to obtain Compound B of ayellow solid phase.

Example 1

As an ITO anode, an ITO glass substrate (e.g., manufactured by SamsungCorning Co., Ltd.), on which an ITO layer is deposited to a thickness of15 Ω/cm² (e.g., about 1,200 Å), may be cut to a size of about 25 mm×25mm×0.7 mm, sonicated with isopropyl alcohol and pure water each for 5minutes, and then cleaned by exposure to ultraviolet rays and ozone forabout 30 minutes. Then, the resultant ITO glass substrate may bepositioned in a vacuum deposition apparatus.

α-NPD may be vacuum-deposited on the ITO anode formed on the ITO glasssubstrate to form a hole transport layer having a thickness of about 65nm.

mCP and Compound 3 (5 wt %) may be co-deposited on the hole transportlayer to form an emission layer having a thickness of about 30 nm. Then,2,2′,2″-(1,3,5-benzinetriyl)-btis(1-phenyl-1-Hbenzimidazole) (TPBi) maybe deposited on the emission layer to form an electron transport layerhaving a thickness of about 30 nm. LiF may be deposited on the electrontransport layer to form an electron injection layer having a thicknessof about 1 nm, and Al may be deposited on the electron injection layerto form a cathode having a thickness of about 100 nm, thus forming anorganic light-emitting device. The deposition apparatus may be Suicelplus 200 (manufactured by Sunic System Co., Ltd.).

Comparative Example 1

An organic light-emitting device may be manufactured in substantiallythe same manner as in Example 1, except that Compound A may be usedinstead of Compound 3 in forming an emission layer.

Comparative Example 2

An organic light-emitting device may be manufactured in substantiallythe same manner as in Example 1, except that Compound B may be usedinstead of Compound 3 in forming an emission layer.

A current-voltage meter (e.g., Keithley SMU 236) may supply power to theorganic light-emitting devices manufactured according to Example 1 andComparative Examples 1 to 2, and a luminance meter may be used tomeasure luminance, color coordinates, current efficiency, emissionwavelength range, external quantum efficiency, and emission color.Exemplary results thereof are shown in Table 1 and FIGS. 2 and 3.

TABLE 1 Maximum Maximum external Maximum Driving current Quantumemission voltage efficiency efficiency wavelength FWHM Color coordinates[V] [cd/A] [%] [nm] [nm] CIEx CIEy Example 1 3.6 29.5 10.4 509 94 0.280.52 Comparative 3.6 31.5 10.6 516 103 0.31 0.53 Example 1 Comparative3.2 29.0 9.2 541 113 0.39 0.55 Example 2

Referring to Table 1 and FIGS. 2 and 3, when a compound according to anexemplary embodiment of the present invention is used as a host of anemission layer, the driving voltage and efficiency similar to those ofan existing TADF material are exhibited and a full width at half maximum(FWHM) is reduced to narrow an emission wavelength region thusincreasing color purity, but in the case of Comparative Example 1 or 2that uses a TADF material having an existing symmetrical structure or acompound in which only phenoxazine is substituted, an emissionwavelength region is excessively wide, and thus, if is difficult toexhibit color purity of a desired level.

As an example, a main emission wavelength region of the organiclight-emitting device of Example 1 may be shifted to a shorterwavelength, as compared with the organic light-emitting device ofComparative Example 2 using a TADF material having a symmetricalstructure.

According to an exemplary embodiment of the present invention, anorganic light-emitting device may have relatively high efficiency andrelatively high color purity.

It should be understood that embodiments described herein should beconsidered in a descriptive and not for purposes of limitation.Descriptions of features or aspects within each embodiment shouldtypically be considered as available for other similar features oraspects in other embodiments.

While the present invention has been shown and described with referenceto the exemplary embodiments thereof, it will be apparent to those ofordinary skill in the art that various changes in form and detail may bemade thereto without departing from the spirit and scope of the presentinvention.

What is claimed is:
 1. A polycyclic compound represented by Formula 1:

wherein, in Formulae 1 to 4, X₁ is O or S, Y₁₁, Y₂₁, and Y₂₂ are eachindependently selected from a single bond, C(R₃₁)(R₃₂), Si(R₃₁)(R₃₂), O,S, and N(R₃₁), and wherein Y₂₁ and Y₂₂ are not a single bond at the sametime, A₁₁, A₁₂, A₂₁, and A₂₂ are each independently a C₃-C₆₀ carbocyclicgroup or a C₁-C₆₀ heterocyclic group, L₁, L₁₁, and L₂₁ are eachindependently a substituted or unsubstituted C₆-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group, a1, a11, anda21 are each independently an integer selected from 0 to 3, wherein,when a1 is two or more, two or more L₁(s) are identical to or differentfrom each other, when a11 is two or more, two or more L₁₁(s) areidentical to or different from 1each other, and when a21 is two or more,two or more L₂(s) are identical to or different from each other, Ar₁ isselected from —F, —Cl, —Br, —I, a cyano group, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₆-C₆₀aryl group, —N(Q₁₀₁)(Q₁₀₂), and —S(Q₁₀₁), R₁ to R₁₂, R₂₁, R₂₂, R₃₁, andR₃₂ are each independently selected from a group represented by one ofFormulae 2 to 4, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃),—N(Q₁)(Q₂), —B(Q₁)(Q₂), —(S═O)₂(Q₁), and —P(═O)(Q₁)(Q₂), provided thateach of R₁₁ to R₁₂, R₂₁, R₂₂, R₃₁, and R₃₂ is not a group represented byone of Formulae 2 to 4, at least one of R₁ to R₅ is a group representedby Formula 2 or Formula 3, at least one of R₆ to R₁₀ is a grouprepresented by Formula 4, b11, b12, b21, and b22 are each independentlyan integer selected from 1 to 15, wherein, when b11 is two or more, twoor more R₁₁(s) are identical to or different from each other, when b12is two or more, two or more R₁₂() are identical to or different fromeach other, when b21 is two or more, two or more R₂₁(s) are identical toor different from each other, and when b22 is two or more, two or moreR₂₂(s) are identical to of different from each other, at least onesubstituent of the substituted C₃-C₆₀ carbocyclic group, the substitutedC₁-C₆₀ heterocyclic group, the substituted C₁-C₆₀ alkyl group, thesubstituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀ alkynyl group,the substituted C₁-C₆₀ alkoxy group, the substituted C₃-C₁₀ cycloalkylgroup, the substituted C₁-C₁₀ heterocycloalkyl group, the substitutedC₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀ heterocycloalkenylgroup, the substituted C₆-C₆₀ aryl group, the substituted C₆-C₆₀ aryloxygroup, the substituted C₆-C₆₀ arylthio group, the substituted C₁-C₆₀heteroaryl group, the substituted monovalent non-aromatic condensedpolycyclic group, and the substituted monovalent non-aromatic condensedheteropolycyclic group is selected from: deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazino group, ahydrazono group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, a monovalent non-aromatic aromatic condensed heteropolycyclicgroup, —Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂); a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, a biphenyl group, and a terphenylgroup; a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, a biphenyl group, a terphenyl group,—Si(Q₂₁)(Q₂₂)(Q₂₃), —N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁),—S(═O)₂(Q₂₁), and —P(═O)(Q₂₁)(Q₂₂); and —Si(Q₃₁)(Q₃₂)(Q₃₃),—N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═)₂(Q₃₁), and—P(═O)(Q₃₁)(Q₃₂), Q₁₀₁, Q₁₀₂, Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁to Q₃₃ are each independently selected from hydrogen, deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group, and *indicates a binding site to a neighboring atom.
 2. The polycycliccompound of claim 1, wherein, in Formulae 2 and 3, Y₁₁ is selected froma single bond, C(R₃₁)(R₃₂), O, and S, and at least one of Y₂₁ or Y₂₂ isN(R₃₁).
 3. The polycyclic compound of claim 1, wherein, in Formulae 2 to4, L₁, L₁₁, and L₂₁ are each independently selected from: a phenylenegroup, a pentalenylene group, an indenylene group, a naphthylene group,an azulenylene group, a heptalenylene group, an indacenylene group, anacenaphthylene group, a fluorenylene group, a spiro-bifluorenylenegroup, a spiro-fluorene-benzofluorenylene group, a benzofluorenylenegroup, a dibenzofluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthracenylene group, a fluoranthenylenegroup, a triphenylenylene group, a pyrenylene group, a chrysenylenegroup, a naphthacenylene group, a picenylene group, a perylenylenegroup, a pentaphenylene group, a hexacenylene group, a pentacenylenegroup, a rubicenylene group, a coronenylene group, an ovalenylene group,a pyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a dibenzosilolylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, athiadiazolylene group, an imidazopyridinylene group, and animidazopyrimidinylene group; and a phenylene group, a pentalenylenegroup, an indenylene group, a naphthylene group, an azulenylene group, aheptalenylene group, an indacenylene group, an acenaphthylene group, afluorenylene group, a spiro-bifluorenylene group, aspiro-fluorene-benzofluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a dibenzosilolylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, athiadiazolylene group, an imidazopyridinylene group, and animidazopyrimidinylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolylene group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a thiadiazolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and Q₃₁to Q₃₃ are each independently selected from a C₁-C₁₀ alkyl group, aC₁-C₁₀ alkoxy group, a phenyl group, a phenyl group substituted with aC₁-C₁₀ alkyl group, a biphenyl group, a terphenyl group, a naphthylgroup, and a dibenzofuranyl group.
 4. The polycyclic compound of claim1, wherein A₁₁, A₁₂, A₂₁, and A₂₂ are each independently selected from:a phenyl group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a spiro-fluorene-benzofluorene group, abenzofluorene group, a dibenzofluorene group, a phenanthrene group, ananthracene group, a triphenylene group, a pyrenylene group, achrysenylene group, a pyrrole group, a thiophene group, a furan group,an imidazole group, a pyrazole group, a thiazole group, an isothiazolegroup, an oxazole group, an isoxazole group, a pyridine group, apyrazinine group, a pyrimidine group, a pyridazinine group, aquinolinine group, an isoquinolinine group, a benzoquinolinine group, aquinoxalinine group, a quinazolinine group, an indole group, a carbazolegroup, a benzimidazole group, a benzofuran group, a benzothiophenegroup, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, an oxadiazole group, a triazine group, adibenzofuran group, a benzonaphthofuran group, a dibenzothiophene group,a dibenzosilole group, a benzocarbazole group, an indolocarbazole group,a dibenzocarbazole group, an imidazopyridine group, and animidazopyrimidine group; and a phenyl group, a naphthalene group, afluorene group, a spiro-bifluorene group, a spiro-fluorene-benzofluorenegroup, a benzofluorene group, a dibenzofluorene group, a phenanthrenegroup, an anthracene group, a triphenylene group, a pyrenylene group, achrysenylene group, a pyrrole group, a thiophene group, a furan group,an imidazole group, a pyrazole group, a thiazole group, an isothiazolegroup, an oxazole group, an isoxazole group, a pyridine group, apyrazinine group, a pyrimidine group, a pyridazinine group, aquinolinine group, an isoquinolinine group, a benzoquinolinine group, aquinoxalinine group, a quinazolinine group, an indole group, a carbazolegroup, a benzimidazole group, a benzofuran group, a benzothiophenegroup, an iso-benzothiazole group, a benzoxazole group, anisobenzoxazole group, an oxadiazole group, a triazine group, adibenzofuran group, a benzonaphthofuran group, a dibenzothiophene group,a dibenzosilole group, a benzocarbazole group, an indolocarbazole group,a dibenzocarbazole group, an imidazopyridine group, and animidazopyrimidine group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, a hydroxyl group, a cyano group, a nitrogroup, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group,a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, anindolyl group, a carbazolyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a benzonaphthofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolylgroup, an indolocarbazolyl group, a dibenzocarbazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and Q₃₁to Q₃₃ are each independently selected from hydrogen, deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group.
 5. Thepolycyclic compound of claim 1, wherein the group represented by Formula2 is selected from groups represented by Formulae 2-1 to 2-7;

wherein, in Formulae 2-1 to 2-7, Y₁₁, L₁₁, a11, R₁₁, r₁₂, b11, and b12are each independently the same as in claim 1, and R₁₃ is the same asR₁₁ and R₁₂; and * indicates a binding site to a neighboring atom. 6.The polycyclic compound of claim 1; wherein the group represented byFormula 3 is selected from groups represented by Formulae 3-1 to 3-13:

wherein, in Formulae 3-1 to 3-13, Y₂₁, Y₂₂, L₂₁, a21, R₂₁, R₂₂, b21, andb22 are each independently the same as in claim 1, and R₂₃ is the sameas R₂₁ and R₂₂, and * indicates a binding site to a neighboring atom. 7.The polycyclic compound of claim 1, wherein b11, b12, b21, and b22 areeach independently an integer selected from 1 to
 6. 8. The polycycliccompound of claim 1, wherein Ar₁ in Formula 4 from: —F, —Cl, —Br, —I, acyano group, a C₁-C₂₀ alkyl group, a C₂-C₂₀ alkenyl group, a C₂-C₂₀alkynyl group, a C₁-C₂₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₆-C₂₀ aryl group, —N(Q₁₀₁)(Q₁₀₂), and—S(Q₁₀₁); and a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, eachsubstituted with at least one selected from —F, —Cl, —Br, —I, and aC₁-C₂₀ alkyl group, and Q₁₀₁ and Q₁₀₂ are each independently selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.
 9. The polycyclic compound of claim 1,wherein Ar₁ in Formula 4 is selected from —F, a cyano group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a C₁-C₁₀ heterocycloalkyl group,N(Q₁₀₁)(Q₁₀₂), a C₁-C₂₀ alkyl group substituted with at least one —F,and a C₁-C₂₀ alkoxy group substituted with at least one C₁-C₂₀ alkylgroup, and Q₁₀₁, Q₁₀₂, Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃are each independently selected from hydrogen, deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkylgroup, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxygroup, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group,
 10. Thepolycyclic compound of claim 1, wherein R₁ to R₁₀ in Formula 1 are eachindependently selected from: a group represented by one of Formulae 2 to4, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, a C₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group; aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a benzonaphthofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group; a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a benzonaphthofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolylgroup, a thiophenyl group, a furanyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, an oxadiazolyl group, atriazinyl group, a dibenzofuranyl group, a benzonaphthofuranyl group, adibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, —(Si(Q₃₁)(Q₃₂)(Q₃₃), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂); and —Si(Q₁)(Q₂)(Q₃),B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)₂(Q₁), and —P(═O)(Q₁)(Q₂), and Q₁ to Q₃ andQ₃₁ to Q₃₃ are each independently, selected from a C₁-C₁₀ alkyl group, aC₁-C₁₀ alkoxy group, a phenyl group, a phenyl group substituted with aC₁-C₁₀ alkyl group, a biphenyl group, a terphenyl group, a naphthylgroup, and a carbazolyl group.
 11. The polycyclic compound of claim 1,wherein R₃ is a group represented by Formula 2 or Formula
 3. 12. Thepolycyclic compound of claim 1, wherein R₃ is a group represented byFormula 2 or Formula 3, and R₆ is a group represented by Formula
 4. 13.The polycyclic compound of claim 1, wherein a difference between asinglet energy level and a triplet energy level of the polycycliccompound is 0.3 eV or less.
 14. The polycyclic compound of claim 1,wherein the polycyclic compound is selected from Compounds 1 to 9:


15. An organic light-emitting device comprising: a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode, the organic layercomprising an emission layer and at least one of the polycyclic compoundof claim
 1. 18. The organic light-emitting device of claim 15, whereinthe first electrode is an anode, the second electrode is a cathode, theorganic layer further comprises a hole transport region between thefirst electrode and the emission layer and an electron transport regionbetween the emission layer and the second electrode, the hole transportregion comprises a hole injection layer, a hole transport layer, anemission auxiliary layer, an electron blocking layer, or any combinationthereof, and the electron transport region comprises a hole blockinglayer, an electron transport layer, an electron injection layer, or anycombination thereof.
 17. The organic light emitting device of claim 16,wherein the emission layer comprises the polycyclic compound.
 18. Theorganic light-emitting device of claim 17, wherein the polycycliccompound comprised in the emission layer is a thermally activateddelayed fluorescence (TADF) emitter, and the emission layer emitsdelayed fluorescence.
 19. The organic light-emitting device of claim 17,wherein the emission layer consists of the polycyclic compound; or theemission layer further comprises a host, and an amount of the polycycliccompound is in a range of about 0.1 parts by weight to about 50 partsbased on 100 parts by weight of the emission layer.
 20. The organiclight-emitting device of claim 16, wherein the hole transport regioncomprises a p-dopant, of which a lower unoccupied molecular orbital(LUMO) energy level is −3.5 eV